How can we protect the OH group of alcohol?

How can we protect the OH group of alcohol?

In the case of alcohols the hydroxyl group may be protected by formation of an ether, an ester, or an acetal.

Why do alcohols need to be protected?

Summary: Protecting Groups For Alcohols For instance, when we talk about Grignard reagents, we’ll see that they can’t be formed in the presence of alcohols, so we have to protect them. Another example might be if you wanted to selectively oxidize one of two different alcohols in a molecule.

Why is protecting a group important?

Protecting groups are used in synthesis to temporarily mask the characteristic chemistry of a functional group because it interferes with another reaction. A good protecting group should be easy to put on, easy to remove and in high yielding reactions, and inert to the conditions of the reaction required.

Why would the alcohol in the following compound need to be protected before reaction?

Why would the alcohol in the following compound need to be protected before reaction? The Grignard reagent will react with the alcohol before the ketone. Organometallic reagents are strong acids that readily donate a proton to water.

How can we protect secondary alcohol?

Silicon ethers are the most commonly used alcohol protecting groups. The O-Si bond formed is strong and less reactive to strong bases compared to the O-H bond in the parent alcohol.

What are the common protecting groups for alcohols?

The common protecting groups for alcohols are ether-protecting groups. Ethers are among the least reactive of the organic functional groups The ether protecting groups of alcohols can be grouped in the following categories: (a)Silyl ether protecting groups (b) Acetal protecting groups These protections replace the acidic proton on an alcohol

What are ether protecting groups of alcohols?

Ethers are among the least reactive of the organic functional groups The ether protecting groups of alcohols can be grouped in the following categories: (a)Silyl ether protecting groups (b) Acetal protecting groups These protections replace the acidic proton on an alcohol with an unreactive ether moiety.

How do you protect an alcohol from being attacked?

So, for our molecule, we need something to block the alcohol from the attack, perform the Grignard and then remove this blocking unit at the end: The term protecting group is usually abbreviated as “PG” in chemical structures: The most common protecting groups for alcohols are the silyl ethers.

How do you protect alcohols from Grignard reagent?

The most common protecting groups for alcohols are the silyl ethers. Here is the idea behind it. We take a silyl chloride, do a substitution using the alcohol as a nucleophile and then the alcohol converted into a silyl ether can be used in the presence of any strong base including the Grignard reagent.